DE2558158

DE2558158

Alkyl (or aralkyl) alpha -isocyanoacetate is condensed with a trihalogenoacetic aldehyde or its hydrate in the presence of an amine to give trans-4-alkoxycarbonyl(or aralkyloxycarbonyl)-5-trihalogenomethyl-2-oxazoline. The oxazoline compound is hydrolyzed under acidic conditions to give threo- gamma...

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Bibliographische Detailangaben
Hauptverfasser: MATSUMOTO, KAZUO, KAWANISHI, HYOGO, JP, IWASAKI, TAMEO, ITAMI, HYOGO, JP, URABE, YUJI, MIYOSHI, MUNETSUGU, NISHINOMIYA, HYOGO, JP
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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Beschreibung
Zusammenfassung:Alkyl (or aralkyl) alpha -isocyanoacetate is condensed with a trihalogenoacetic aldehyde or its hydrate in the presence of an amine to give trans-4-alkoxycarbonyl(or aralkyloxycarbonyl)-5-trihalogenomethyl-2-oxazoline. The oxazoline compound is hydrolyzed under acidic conditions to give threo- gamma , gamma , gamma -trihalogenothreonine, which is then subjected to catalytic or electrolytic reduction. The above-mentioned reactions can be carried out stereoselectively and threo-threonine is thereby obtained without by-products such as allo-threonine.